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Exceptional Custom-Built Residence In Prestigious St. Andrew-Windfields, Backing Onto A Beautiful Ravine-Like Setting And St. Andrews Park, Offering Rare Privacy And Serene Views. Thoughtfully Designed With An Owner-Built Level Of Care, Outstanding Craftsmanship, And Premium Finishes Throughout, This Architectural Masterpiece Blends Timeless Elegance With State-Of-The-Art Living. The Main Floor Features Heated Floors, Grand Principal Rooms, Expansive Imported Windows, Designer Lighting, Custom Millwork, And A Seamless Open-Concept Layout. The Chef's Dream Kitchen Is Equipped With High-End Appliances, Custom Cabinetry, And Natural Stone Countertops, Perfect For Both Everyday Living And Entertaining. A Private Elevator Services All Levels. The Second Floor Offers Four Spacious Bedrooms, Each With Its Own Ensuite Bathroom, Including A Luxurious Primary Retreat With A Spa-Inspired Ensuite And Custom Dressing Room. The Lower Level Includes A Home Theatre, Private Gym, Recreation Room, Wine Cellar, Prep Kitchen, Nanny Suite, And Walk-Out Access To The Backyard. Additional Highlights Include A Heated Driveway, Heated Main Floor, Home Automation, And A Six-Car Underground Garage With EV Charging. A Truly Rare Offering In One Of Toronto's Most Coveted Neighbourhoods. (id:29237)

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Prestigious Bridle Path Ravine Mansion on Exclusive Enclaves of Glenorchy. Modern French Chateauesque with Renaissance Design. Renowned Hovan-Homes Masterpiece. Soaring 25 Ft Ceiling Anchors Grandeur Foyer and Symmetrical Layout. Upscale Finishes Acclaims Both Contemporary Living & Timeless Elegance. Total Appx 7,366 Sf Luxurious Interior. Above 5,564 sf. Walkout Lower Level 1,802 Plus 3-Car Garage. Upper Four Ensuite Bedrooms, Downstair Guestroom & Nanny's Quarter. Lavish Walk-in & Walk-through Wardrobes. Culinary Maple Kitchen. Hand-painted Royal Library. Salon Style Gallery Hallways. Segmental Arches, Detailed Dormers, Curved Staircase, Cast Iron Accents, and Silk Fabric Walls Consistently Honouring the Homeowner's Fine Taste. Sitting atop of Acres of Lush Glendon Forest & Sunnybrook Park to Enjoy Panoramic Greenery & Private Oasis. Perfect Proximity to Granite Club, Golf Courses, Crescent, Harvergal, T.F.S., U.C.C., Crestwood & Wealth Choice of Top Ranking Public & Private Schools.**EXTRAS** Enhanced Outdoor Living Adored Professionally Crafted Front & Back Gardens, Grotto Patio & Natural Stone Paths, Circular Driveway Extending Long Inner Drive, and unparalleled ravine (id:29237)

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An Architectural Masterpiece Of Distinction, Elegance & Enduring Luxury, Gracefully Positioned Within Toronto's Most Prestigious Bridle Path Enclave. Designed Without Compromise, This Magnificent Estate Showcases Grand-Scale Living, Extraordinary Craftsmanship & Bespoke Finishes Throughout. A Breathtaking 21ft. Cathedral Foyer, Elevator Servicing All Levels, Exquisite Quarter-Sawn White Oak Herringbone Floors, Heated Marble Flooring, Intricate Custom Millwork & Designer-Appointed Interiors Create An Unforgettable First Impression. The Spectacular Chef's Custom Made Kitchen Is A Culinary Showpiece, Beautifully Appointed W/A La Canche Gas Range, Premium Miele, Wolf & Sub-Zero Appliances, Custom Cabinetry & An Expansive Entertainer's Island.The Lavish Primary Sanctuary Is The Epitome Of Sophisticated Living, Offering Separate Boutique-Style His & Hers Dressing Rooms & An Opulent Spa-Inspired 9-pcs Marble Ensuite. Each Additional Bedroom Enjoys Its Own Luxurious Ensuite, Ensuring The Ultimate Comfort & Privacy For Family & Guests. The Exceptional Lower Level Rivals The Finest Private Clubs, Featuring A State-Of-The-Art Home Theatre, Elegant Recreation Lounge, Designer Wet Bar, Climate-Controlled Glass Wine Cellar, Fitness Studio, Guest Suite & Walk-Up Access To The Grounds. Beyond The Interior Lies A Truly Resort-Inspired Outdoor Sanctuary. Impeccably Landscaped & Designed For World-Class Entertaining, The Private Backyard Features A Spectacular Inground Swimming Pool, Spa Jacuzzi, Elegant Poolside Cabana, Fully Appointed Outdoor Kitchen, Dedicated 3-pcs Pool Washroom & Private Change Room, Delivering An Unparalleled Lifestyle Of Leisure, Luxury & Sophisticated Outdoor Living. (id:29237)

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Classic residence sited on an estate-sized 0.54-acre lot on one of the most prestigious streets in Teddington Park, adjacent to Rosedale Golf Club. The home was completely taken back to the studs and restored by Joe Brennan with interior design by Lori Morris, showcasing superb craftsmanship, impeccable finishes, and meticulous attention to the finest materials. Grand principal rooms are ideal for entertaining, complemented by an epicurean kitchen, while the sunroom and family room with walk-out to terraces provide more relaxed living spaces. A richly panelled library offers a quiet retreat. Luxurious primary suite boasts a dressing room with centre island and custom built-in shelves. The third level features a spacious loft with two additional bedrooms and two baths. The lower level includes a wine cellar and a large room suitable for a home theatre. The lovely grounds enchant and delight, framed by a canopy of mature trees, exquisite gardens, a sparkling pool, hot tub, fountain, and an eat-in area shaded by a pergola. At the heart of the garden stands a graceful tiered fountain, where water cascades in delicate streams, creating a tranquil focal point. The charming coach house blends elegance and functionality, featuring a kitchen with an aluminum blind that opens to reveal an outdoor bar, complemented by a retractable awning for shade. Inside , there is an exercise room with walk-out to a basketball court, a loft with vaulted ceiling, a bedroom, and a three-piece bath, ideal for guests. Close to Toronto's top private and public schools, clubs, shopping, transit, and a short drive downtown. This exceptional property offers a rare combination of architectural refinement, expansive outdoor living, and thoughtful design, creating an ideal setting for both grand entertaining and comfortable family living in one of the city's most coveted neighbourhoods. A distinguished offering that seamlessly blends timeless elegance with modern luxury and convenience. (id:29237)

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Welcome to The Bedford on the quiet side of Yorkville. Designed for those who value ceremony, separation, and presence, this 3,679 sq. ft. two-storey penthouse introduces a rarely offered sense of arrival within a condo residence setting. The primary suite is approached through its own private foyer, with a walk-in closet and a refined ensuite typically reserved for custom homes.The remaining bedrooms are thoughtfully grouped yet discreet, connected by a shared guest lounge or study - buffering space for children, guests, or multigenerational living. Each bedroom includes its own ensuite and walk-in closet. A large laundry room is positioned for convenience without interrupting the flow of the suite.The upper level reveals a dramatic shift in scale: the ceiling opens to the level below, allowing light to travel freely through the home. This floor is devoted to social living, with a study, powder room, and a terrace designed to accommodate an outdoor kitchen, positioned to capture north, west, and south panoramic views. A second terrace on the lower level provides a more sheltered outdoor experience.The Studio Paolo Ferrari kitchen is seamlessly integrated into the upper living environment, with stone slab surfaces, soft-close cabinetry, and a six-piece Miele appliance package. Wide plank flooring and individually controlled HVAC throughout.The Bedford is an intimate collection of only 56 residences, currently under construction in Toronto's Yorkville-Annex. Haussmann-inspired architecture by Audax that embodies the streets of Paris, interiors by Studio Paolo Ferrari. (id:29237)

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Rarely offered contemporary custom crafted home in prime Lawrence Park. Quiet treelined street, sensational curb appeal with limestone, brick exterior, large floor to ceiling windows. Quality finishes throughout, cohesive designing and modern layout. Exceptional Great Room combining casual living space, dining and spectacular eat-in kitchen with clean lines and integrated finishes. Expansive glass windows and doors, all overlooking the incredible backyard pool, cabana and entertainer patio. Perfectly positioned powder room off the mudroom which has side door entry and direct access to the double car garage. Primary suite with a treetop view of the pool, 5 piece ensuite bathroom and unreal dressing room fit with a custom closet system. 3 remaining bedrooms with ensuite bathrooms and walk-in closets. Second floor laundry room for ease and convenience. 10 ft ceilings on the main floor and second floor. Sensational basement (9 foot ceilings) with supersized family room, the generous proportions allow for entertainment area and games room. There is a bonus home gym and an additional bedroom with 3-piece ensuite bathroom. This house boasts incredible natural light, custom paneling, oak hardwood floors and heated porcelain tile floors throughout. The backyard has been designed for entertaining in the city. The covered patio with gas fireplace is perfect for entertaining and the salt water pool and sundeck will keep the kids happy. The rear cabana offers bonus climate controlled space year round. Landscaped with column trees and sleek metal fencing for the ultimate in privacy. No expense spared in the construction of this contemporary masterpiece. (id:29237)

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A Landmark Residence In The Heart Of Lawrence Park South. Set on an exceptional 50' x 134' lot, 258 Cortleigh Boulevard is a rare offering that masterfully blends timeless architecture, uncompromising craftsmanship, and sophisticated contemporary luxury. Offering approximately 6500 sq. ft. of impeccably finished living space across three levels, this custom-built residence has been thoughtfully designed for exceptional family living and grand-scale entertaining. The spectacular main level features soaring ceilings and a dramatic family room that flows seamlessly into a chef-inspired gourmet kitchen appointed with premium appliances, a stunning marble island, and a fully equipped service kitchen. Every space has been curated with bespoke millwork and meticulous attention to detail. The luxurious primary retreat offers custom walk-in closets and a breathtaking spa-inspired ensuite, while the masterpiece provides generously proportioned bedrooms and an office, and versatile family spaces designed for modern living. The exceptional lower level rivals the finest private clubs, featuring a sophisticated recreation lounge, fitness centre, and private guest or nanny suite. Designed for seamless indoor/outdoor living, the beautifully landscaped backyard is a true private oasis with a resort-inspired concrete swimming pool. Luxury extends to every detail with a private elevator servicing all levels, garage car lift for two cars, radiant heated floors, Control4 smart home automation, premium mechanical systems, and uncompromising quality throughout. Ideally located in one of Toronto's most prestigious neighbourhoods, just moments from the city's finest public and private schools, parks, boutique shopping, dining, and transit, 258Cortleigh represents an extraordinary opportunity to acquire one of Lawrence Park South's finest custom residences, offering exceptional value, timeless design, and an unparalleled lifestyle. (id:29237)

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A Truly Extraordinary Gated Custom Estate Situated On A Quiet Crescent In One Of York Mills' Most Prestigious Enclaves. Spanning Nearly 9,000 Sqft. Of Impeccably Designed Living Space. This Architectural Masterpiece Showcases Exceptional Craftsmanship, Timeless Elegance & Unparalleled Attention To Detail. A Dramatic Grand Foyer Crowned By A Spectacular Dome Skylight Creates An Unforgettable First Impression. Wide-Plank Oak Flooring, Imported Italian Slabs, Soaring 12' Ceilings On The Main Level, Floor-To-Ceiling Windows & Extensive Custom Wood Paneling Throughout Almost The Entire Residence, Elevate The Home's Warmth, Sophistication & Architectural Presence. Designed For Luxurious Everyday Living & Grand-Scale Entertaining, Expansive Principal Rooms, A Beautifully Appointed Office, Elegant Living & Dining Areas & Stunning Family Rm Filled W/Gas Fireplaces, B/I Speakers & Flooded W/Natural Light. The Designer Chef's Kitchen Is A Showpiece, Complemented By Exquisite Book-Matched Marble Slabs Extending Across The Countertops, Backsplash & Oversized Centre Island & Featuring A Premium B/I Appliances, Integrated Cabinetry, Dual Sinks & Servery/Pantry, The Upper Level Hosts 5 Exceptional Bedroom Suites, Each Complete W/A Private Ensuite Bath Featuring Heated Floors & Spacious W/I Closets. The Luxurious Primary Retreat Offers A Private Sitting Area, Spa-Inspired Ensuite & Large Walk-Out Terrace Overlooking The Resort-Style Grounds.The Professionally Finished Lwr.Lvl. Boasts Soaring Ceilings & Heated Floors Throughout, Featuring An Expansive Recreation Lounge W/ Built-Ins & Gas Fireplace, Home Theater, Gym, Games Rm, Wet Bar & A Private Guest Or Nanny Suite. The Resort-Inspired Backyard Is A Private Sanctuary Featuring A Stunning Pool W/B/I Cover, Integrated Spa & Waterfall Feature, Dedicated Pool Change Room & Full Bath, Extensive Professional Landscaping & Covered Outdoor Living Pavilion Complete W/B-I Outdoor Kitchen For Seamless Indoor-Outdoor Entertaining. (id:29237)

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39 Burton Road is a landmark residence, gracefully positioned within one of the most exclusive and prestigious enclaves in Forest Hill. Set on a rare 100x170.5 FT lot, this extraordinary estate offers appx 5,982 SF above grade plus partially renovated lower level, presenting a remarkable opportunity for both luxury living and scarcity investment. The expansive 17,000 SF grounds are nestled with a dense canopy of mature trees and exquisitely landscaped gardens that provide a private and sensational oasis. Approved severance allows two premium lots, effectively transforming one prominent residence into two and maximizing land value on one of the finest streets. The current mansion was built for an exceptional luxurious lifestyle that balances sumptuous entertaining and personal relaxation. Indulgence recreational amenities highlight an indoor saltwater pool, a circular hot tub, and a sauna that opens to a serene alfresco retreat for maximum comfort and wellness. Originally a Georgian, the mansion was reimagined by acclaimed architect Stanley Shenkman and interior designer Robert Dirstein into an epic modernist statement, defined by bold geometry, sweeping curves, and flat rooflines. Recognized for its distinctive aesthetic, once-famous black-changing-to-white exterior, the residence became a design icon after the radical redesign. Today, the home reflects a celebrated eclecticism and modernism, starring a teak paneled foyer, retro mid-century details, wall-to-wall windows and extensive use of skylights that bathed interiors with natural light. This excellent location is also known for its extreme proximity to walkable social hubs, places of worship, and top-tier schools such as UCC, BSS, Holy Rosary, St Michael's, Robbins, Bialik, Leo Baeck, Forest Hill CI and more. Rich in architectural significance and cultural character, the legendary residence is a rarity offering in a highly coveted row renowned for its affluent scale, influential prestige, and enduring grandeur. (id:29237)

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Nestled on a quiet, tree-lined street in Lytton Park, 207 Strathallan Blvd is a bespoke 5+ bedroom residence offering over 6,500 sq.ft. of elegantly crafted total living space. Built in 2019 by Teddington Homes & realized with uncompromising craftsmanship & a refined palette of luxury materials, the home was conceived under the architectural direction of Limor Benmor-Mizrahi (formerly of Peter Higgins Architect) & finished with interiors by Debra Salmoni, embodying a balance of modern sophistication & enduring comfort. A monumental front door opens into a refined foyer with a custom marble-inlay floor. A powder room is conveniently located off the foyer, across from the executive office. White oak & heated stone flooring, soaring ceilings & abundant natural light create an atmosphere of calm refinement. At the front, the executive office is anchored by a sleek see-through gas fireplace that also serves the open-concept formal living & dining areas, where French doors walk out to a flagstone terrace. The centre hall leads into the sun-filled family room with floor-to-ceiling windows & oversized sliders extending the space to the backyard. The south-facing breakfast area enjoys another walk-out. The kitchen, both a design statement & a culinary workspace, features integrated pro-grade appliances, custom Bellini cabinetry, marble countertops & backsplash, an oversized limestone island with seating, extended-height cabinetry & a fully outfitted butler's pantry with access to the mudroom & garage. Upstairs, the primary suite is a private retreat with a gas fireplace, balcony, soaring ceiling & spa-inspired 5pc ensuite. Three additional bedrooms each offer a private ensuite & custom walk-in closet. The 3rd level provides a flexible 5th bedroom suite with a 3pc ensuite & balcony. The lower level features a large entertainment room with kitchenette & walkup, a glass-enclosed fitness studio, a 6th bedroom with 3pc ensuite, the main laundry room, a 2pc bath & a cold room. (id:29237)

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For The Discerning Buyer W/ An Architectural Eye & An Appreciation For The Finest Luxury Finishes, This Award-Winning Smart Home Is A True Design Masterpiece. Situated On A Prestigious Crescent, This Custom Estate Offers Over 10,341 Sq. Ft. Of Exceptional Living Space & Showcases An Extraordinary Blend Of Elegance, Craftsmanship, & Modern Luxury. Designed & Built By The Renowned Venetian Group Homes For The Builder's Own Family, No Detail Was Overlooked. The Striking Exterior Features Rare Indiana-Cut Limestone, Verona Gold Marble Accents, Belden Brick Detailing, & A Heated Circular Driveway. Inside, Soaring 11-Foot Ceilings, Exquisite French Paneling, Heated Floors Throughout The Main Level, Italian Porcelain Slab Flooring, European Chevron Oak Floors, Custom Lighting, & Designer Finishes Create An Atmosphere Of Refined Sophistication. Gr& Formal Living & Dining Rms Are Complemented By A Stunning Library W/A Steam Fireplace. The Family Rm, Galleria, & Breakfast Area Feature Dramatic Coffered Ceilings & Expansive Windows That Flood The Home W/Natural Light. The Designer Kitchen Is Appointed W/ Custom Cabinetry, Premium Appliances, Extensive Millwork, & Impeccable Attention To Detail. A Seamless Walkout Leads To A Glass-Enclosed Outdoor Living Area Overlooking The Resort-Inspired Backyard. The Luxurious Primary Retreat Features Vaulted Ceilings, Custom B/I, A Linear Fireplace, Sitting Area, Bespoke Dressing Rm, & A Lavish Spa-Inspired 16-Piece Ensuite. Designed For Entertaining, The Lower Level Offers A Climate-Controlled 675-Bottle Wine Cellar, Custom Onyx-Faced Bar, Cinema-Quality Home Theatre, Multiple Recreation Spaces, & A Private Nanny Suite. The Professionally Landscaped Backyard Is A Private Oasis Featuring A Betz Concrete Pool W/Waterfall, Jacuzzi, Gazebo, 4-Piece Pool Bath, & An Extra-Wide Walk-Up To The Rear Yard. A Rare Opportunity To Own One Of The Area's Most Distinguished Custom Estates, Where Architectural Excellence Meets Uncompromising Luxury. (id:29237)

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Compelling opportunity to acquire a well located multi-residential investment asset in one of Toronto's most established and supply constrained neighbourhoods. The building comprises 17 self-contained suites, providing diversified in place income supported by functional unit layouts, good natural light, and consistent rental appeal, resulting in stable occupancy and predictable cash flow. The asset presents multiple value creation pathways for investors, including income optimization through turnover and rent resets, operational efficiencies, targeted capital improvements, and longer term repositioning potential, all subject to applicable municipal approvals. Generous lot size and favourable residential zoning characteristics contribute to future optionality while preserving the existing income profile. Location underpins the investment thesis, with close proximity to transit, major employment nodes, parks, schools, and everyday amenities, driving durable rental demand and limiting downside risk. The surrounding neighbourhood is characterized by strong owner occupancy, limited new rental supply, and continued capital investment, supporting long term rent growth and asset appreciation. Well suited for private investors, family offices, and owner operators seeking a stabilized Toronto rental asset with embedded upside and strategic flexibility. (id:29237)